ethynodiol diacetate

Also known as Continuin®, Femulen®, SC-11800, 3beta,17beta-Diacetoxy-19-nor-17alpha-pregn-4-en-20-yne, 3beta, 17beta-Diacetoxy-17alpha-ethynyl-4-oestrene, 19-Nor-17alpha-pregn-4-en-20-yne-3beta,17-diol diacetate, 17alpha-Ethynylestr-4-ene-3beta,17beta-diol acetate, 17alpha-Ethynyl-4-estrene-3beta,17beta-diol diacetate

chemical compound

Chemical data

Formula: C24H32O4
Molecular weight: 384.5 g/mol
IUPAC name: [(3S,8R,9S,10R,13S,14S,17R)-17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES: CC(=O)O[C@H]1CC[C@@H]2[C@H]3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(C#C)OC(=O)C)C
InChIKey: ONKUMRGIYFNPJW-KIEAKMPYSA-N
XLogP: 3.9
Polar surface area: 52.6 Å²
H-bond donors: 0
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1966
Admin. routes: oral

via ChEMBL · EBI

Research

732 papers

Ethynodiol diacetate.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1979
Ethynodiol diacetate as a contraceptive.Fertility and sterility · 1974
Ethynodiol diacetate: clinical experience with a new synthetic oral progestin.Fertility and sterility · 1965
Ethynodiol diacetate as a new, highly potent oral inhibitor of ovulation.Science (New York, N.Y.) · 1962
Biocatalytic modifications of ethynodiol diacetate by fungi, anti-proliferative activity, and acetylcholineterase inhibitory of its transformed products.Steroids · 2021

via PubMed

Wikidata facts

Subclass of: steroid
Mass: 384.23006
Has use: medication

Show 5 more facts

Commons category: Etynodiol diacetate
chemical formula: C₂₄H₃₂O₄
canonical SMILES: CC(=O)OC1CCC2C3CCC4(C(C3CCC2=C1)CCC4(C#C)OC(=O)C)C
isomeric SMILES: CC(=O)O[C@H]1CC[C@@H]2[C@H]3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(C#C)OC(=O)C)C
medical condition treated: endometriosis

Sources (2)

via Wikidata · CC0

Available in 7 languages

via Wikidata sitelinks · CC0